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$417,000
1 Beds 1 Baths A12003850 MLS
Own Your Own Piece of Paradise in Key Largo!Welcome to your slice of the Florida Keys, located in a desirable private, gated community in beautiful Key Largo. This amenity-rich neighborhood offers everything you need for both relaxation and recreation, including 24-hour security, a private boat ramp, children’s park, basketball courts, tennis courts, racquetball and pickleball courts, laundry rooms and a community poolOne of the standout features of this community is that it is among the few in Key Largo that allow short-term rentals, making this property not only a personal getaway but also an excellent income-producing investment opportunity.Situated on a desirable corner lot, this property includes a 2022 Forest River Grand Lodge featuring 1 bedroom, 1 bathroom, and two upstairs lofts, providing ample space for guests. The lot is large enough to accommodate all your toys, a large boat and jet ski-perfect for enjoying the Keys lifestyle.Additional highlights include: • Washer and dryer • Shed • Access to a recreation hall available for private events and gatheringsWhether you’re looking for a vacation home, an investment property, or both, this is a rare opportunity to own in one of Key Largo’s most sought-after communities.

325 Calusa Street Unit Lot 345, Key Largo

$15,950,000
6 Beds 7 Baths A11972240 MLS
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters.The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants.

20 Avacado Street, Islamorada

$3,750,000
4 Beds 5 Baths A12048869 MLS
The Bay Front Living ExperienceThis unique contemporary-style CBS home sits on a 12,565 sq. ft. lot on a quiet private road in the prestigious Sunshine Estates community on Plantation Key. It features 100 feet of bay frontage and a 50-foot deep crystal-clear water dock, designed in a “V” shape for maximum family privacy while offering breathtaking bay views from nearly every room.The home offers 4 bedrooms and 4 bathrooms (3 en-suite). The open-concept main living area features vaulted ceilings, exposed wood beams, and recessed lighting. Additional interior highlights include oak wood floors, marble bedrooms and bathrooms, and built-in shelving. The laundry room/pantry also includes a convenient dumbwaiter.The ground level features 4 covered parking spaces and a spacious recreation room complete with a cabana bath and kitchen, making it ideal for indoor and outdoor entertaining.Enjoy fishing, lobstering, and water sports right from your own backyard, with quick ocean access via Tavernier Creek.Conveniently located within walking distance to schools and restaurants, and just a 40-minute drive to the Florida Turnpike, this exceptional property is located at Mile Marker 91.

154 Redwing Road, Tavernier

$99,999
A11877740 MLS
Step into a thriving turnkey upholstery business established in 1972 in the heart of Islamorada! A prime canal front location with water access & 26' dockage-clients even arrive by boat! 50 years in business! This long standing operation has built a stellar reputation serving both locals and seasonal residents with expertise in interior, exterior, furniture & full marine upholstery needs. This Business sale comes fully equipped with 2 sewing machines, compressor, fabric inventory, supplies & all necessary tools. Established name, logo, website & brand identity transfers with sale. Rare opportunity to live & work in paradise! Perfect for an owner-operator or entrepreneur seeking a lifestyle business in the Florida Keys! Owner will stay on for a short period to train and transition if needed

108 Madeira Road, Islamorada

$380,000
1 Beds 1 Baths A11958229 MLS
Boater’s paradise! Situated on the Gulf of Florida and just minutes from the Atlantic Ocean with two bridges to the bay, this fully furnished mobile home offers the ultimate waterfront lifestyle. The home features marine plywood flooring, recently updated electrical and plumbing, a new metal roof, and a 20-gallon water heater installed inside. Enjoy 24/7 security, a private beach, boat ramp, marina, and your own boat slip. The community amenities are endless: pool, sauna, basketball court, game room, gym, tennis, and pickleball. Convenience is key with a private gas station and store onsite, plus ample boat and car parking. Relax on the screened porch or covered patio while taking in serene water views. Minimum 28-day leasing. This is waterfront living at its finest, combining recreation, relaxation, and security in one perfect location.

65821 Overseas Highway Unit 407, Long Key

$625,000
A12026655 MLS
Build your dream waterfront escape on this prime ready-to-build lot featuring 30 feet of water frontage and a private boat lift already in place. Enjoy direct water access perfect for boating, fishing, kayaking, or simply relaxing by the water. This property offers the ideal opportunity to create your custom home in a peaceful coastal setting while already having valuable waterfront features completed. Whether you are looking for a weekend retreat, investment property, or full-time residence, this lot provides the perfect foundation for waterfront living. Bring your vision to life and enjoy beautiful water views, easy boating access, and endless outdoor enjoyment right from your backyard. Rare opportunity to own a build-ready waterfront lot with existing lift and dockage potential. Don’t miss your chance to secure your piece of paradise.

65821 Overseas Highway, Long Key

$599,900
3 Beds 2 Baths A11983182 MLS
ATTENTION BOATERS! BRING YOUR BOATS AND LIVE THE KEYS LIFESTYLE IN THIS BEAUTIFULLY FULLY REMODELED CONCRETE BLOCK HOME! THIS STUNNING 3-BEDROOM SINGLE-FAMILY RESIDENCE HAS BEEN THOUGHTFULLY UPGRADED THROUGHOUT, INCLUDING IMPACT WINDOWS AND DOORS, NEW AC SYSTEM, UPDATED PLUMBING, AND A NEW HOT WATER HEATER — OFFERING PEACE OF MIND AND MODERN COMFORT. IDEALLY LOCATED WITHIN WALKING DISTANCE TO BOTH THE OCEAN AND BAY, AND JUST A SHORT DISTANCE TO A CONVENIENT PUBLIC BOAT LAUNCH, THIS PROPERTY IS PERFECTLY POSITIONED FOR THOSE WHO LOVE LIFE ON THE WATER. WITH NO HOA AND NO PARKING RESTRICTIONS, THERE IS AMPLE SPACE TO ACCOMMODATE MULTIPLE VEHICLES, BOATS, TRAILERS, OR RECREATIONAL TOYS. WHETHER YOU ARE SEARCHING FOR A PRIMARY RESIDENCE, VACATION GETAWAY, OR INCOME-PRODUCING SHORT-TERM RENTAL OPPORTUNITY, THIS KEY LARGO GEM OFFERS FLEXIBILITY, LOCATION, AND TRUE ISLAND LIVING AT ITS FINEST.

11 Judy Place, Key Largo

$595,000
2 Beds 2 Baths A11966173 MLS
Waterfront villa located at Hawk's Cay Resort, positioned on wide open blue-green waters with unobstructed sunset views. This townhome sleeps six and offers both personal use and income potential.Recent updates include a full exterior refresh and new flooring throughout the unit. Additional improvements include 4K Samsung HDTVs, an updated refrigerator, and A/C replacement (2018). Interior features granite countertops, stainless steel appliances, beach-style décor, and serviced roll-down/accordion shutters. All bedrooms are located on the second floor, each with access to one of four private balconies. Located near the marina and Angler & Ale Restaurant. Owners may participate in the Hawk’s Cay Resort Preferred Rental Program to access resort amenities, including multiple pools, spa, fitness center, tennis, saltwater lagoon, restaurants, and children’s activities.

5036 Sunset Village Drive, Duck Key

$2,900,000
3 Beds 3 Baths A11939921 MLS
Located in the private gated Seven Acres community, this three bedroom, three bathroom home sits on an approximately one third acre lot surrounded by mature tropical landscaping. Built for durability, the home features steel construction, a metal roof, Hardie board siding, and impact windows and doors.Inside, vaulted tongue and groove ceilings and hardwood floors create a warm and inviting feel. The main living level offers an open layout with defined living and dining areas. The kitchen includes wood cabinetry, stainless steel appliances, and granite countertops.Two sets of French doors open to a spacious screened porch with new composite Azek decking. The main level includes two bedrooms, each with a marble bathroom. The primary suite offers three closets and direct access to the screened porch.The updated lower level features an en suite guest bedroom, a large patio for entertaining, a full bar, and an oversized air conditioned storage room. The backyard includes a 12 by 26 saline pool with heater and chiller, LED lighting, and a waterfall feature, surrounded by artificial turf and landscape lighting.Waterfront features include a coral rock seawall with over 100 feet of deep water dockage, a cut in boat slip, and two boat lifts (4 post 16k lb lift and 5k lb hydraulic lift). Located on a clean canal with easy access to the bay, just 3.5 miles from Tavernier Creek. Community also features a trailer storage lot for residents. Turnkey and ready to enjoy.

150 Rushton Lane, Tavernier

$1,499,999
4 Beds 3 Baths A11973480 MLS
Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis.Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle.A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

227 Sombrero Beach Road, Marathon

$80,000
A11955823 MLS Galway Bay BLDG.
Looking to find an inexpensive way to enjoy the relaxed, Florida Keys living? Take a look at this well-maintained 2004 Skyline 39' trailer located on a leased lot in a quiet 55+ community in Marathon, Florida. This cozy home offers two bedrooms and one bathroom with a shower, making it ideal for full-time living or a seasonal retreat. The interior features a functional floor plan with comfortable living space, natural light, and easy-care finishes. The kitchen and living areas are efficient and inviting, perfect for simple island living. Bedrooms are thoughtfully sized to maximize comfort and storage. A screened in patio and outdoor area for simple entertaining and outdoor delight. Also an outdoor storage shed with a washer and dryer. Community boat ramp and dockage available for additional fees. Conveniently located near shopping, dining, beaches, and all the island amenities the Florida Keys have to offer. A great opportunity for affordable Keys living in an age-restricted community.Lease details: No real estate to convey. Annual land lease is paid in January, currently approximately $1,200 per month (subject to change). Buyer to pay prorated balance at closing. New owner approval is required and includes passing a background check. Community amenities include access to a coin-operated laundry facility. No rentals allowed and buyer responsible for registration with Monroe County. Buyer to verify Galway Bay community rules and regulations to satisfaction.

1361 Overseas Hwy G13, Marathon

$599,900
3 Beds 2 Baths A12006535 MLS Bay Haven BLDG.
Welcome to beautiful Key Largo. This home in the desirable Bay Haven community offers the perfect blend of comfort, flexibility, and island living. Ideally situated near local dining, shopping, State Parks, you’ll enjoy easy access to boating, fishing, diving, and all the Keys have to offer. The home features 3 bedrooms and 2 bathrooms. One bedroom and bathroom is on the ground level, ideal for guests, extended family, or added privacy. Upstairs, you’ll find two additional bedrooms and full bathroom, along with the main living space and welcoming balcony—perfect for enjoying your morning coffee or relaxing in the evening breeze. The property includes generous parking for vehicles, boats, trailers, and other recreational equipment. Outdoor spaces include a spacious backyard with outdoor shower and offering plenty of room for entertaining, storage, or enjoying the tropical surroundings. Residents of Bay Haven enjoy access to a private, gated homeowners park featuring a boat ramp and sandy beach. Annual dues for 2026 is $550 and include one parking permit and key fob entry access. This property may be eligible for a special vacation rental license allowing short-term rentals of fewer than 28 days. Buyers are encouraged to independently verify all zoning, licensing, and permitted uses with Monroe County. Well cared for this Key Largo retreat is ready to enjoy as a full-time residence, vacation getaway, or investment opportunity.

414 Mahogany Avenue, Key Largo

$7,000,000
A11940104 MLS
Rare oceanfront development opportunity in the heart of the Florida Keys.Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access.Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to shopping, fine dining, spas, marinas, and world-class boating. Residents will enjoy unparalleled access to deep-sea fishing, scuba diving, snorkeling, and vibrant coral reefs, all set against the backdrop of the Keys’ iconic turquoise waters.Located in Marathon, often referred to as the Heart of the Florida Keys, the site benefits from a highly desirable central Keys location, conveniently positioned between the Upper Keys—such as Islamorada—and the Lower Keys, including Key West. Marathon is known for its rich maritime history, local airport, and accessibility, serving as a central hub comprising islands such as Vaca Key, Duck Key, and Grassy Key.

57478 Overseas Highway, Marathon

$1,199,000
2 Beds 2 Baths A12012572 MLS
Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining. Step outside to a seawall that leads directly to the water, offering easy access for boating and water activities. Whether you're a seasoned boater or a weekend enthusiast, this canal-front location provides fantastic opportunities for adventure right at your doorstep. The property offers plenty of storage space, ensuring room for all your gear and toys. There's even space to add a pool for those sunny Florida days. A garage adds to the convenience, making this home both functional and full of potential. Don't miss the chance to own this piece of paradise, where comfort, coastal living, and a vibrant island lifestyle meet.

29662 Independence Avenue, Big Pine Key

$1,300,000
5 Beds 4 Baths A12029280 MLS
Reduced, highly attractive asking price! Don't miss this unique opportunity to purchase a beautiful home in Key Largo. Exceptionally Renovated 5-Bedroom, 3-Bathroom Home in the Heart of Key Largo: Move-in Ready with Income Potential.Welcome to this beautiful, updated single-family home with 5 bedrooms, 3 bathrooms spread across 2,000 square feet of comfortable living space, situated in one of Key Largo’s most coveted neighborhoods. Whether you are seeking a permanent residence, a vacation retreat, or a smart investment property, this home ticks all the boxes.Built with a reinforced concrete roof, it is designed to last a lifetime, offering exceptional storm resistance, lower insurance costs, and true peace of mind in the Florida Keys. Recent 2024 renovations include brand-new flooring on the first floor and parts of the 2nd; fully remodeled bathrooms on the 2nd floor; a renovated saltwater pool with heater; partial fencing replacement; installation of new aluminum gates.The spacious, private pool area is perfect for entertaining guests or relaxing, complete with a tiki bar and BBQ grill. Community amenities include a shared boat ramp with direct ocean access, available for a small voluntary annual fee (Sound Largo Park $150/Year)Short-term rentals are permitted for stays of 28+ days , making this property an excellent opportunity to generate seasonal income. The property has been priced to reflect its quality, condition, and prime location.Do not miss this unique opportunity to acquire a home in the Keys—storm-resistant and move-in with a significant potential for rental income.

443 4th Road, Key Largo

$725,000
3 Beds 2 Baths A12021668 MLS
Nestled among mature tropical trees with only one neighboring property, this 3BR/2BA two-story home presents a peaceful, low-density setting just approx. 800 ft from a private homeowners’ park with beach, dock, and boat ramp for convenient access to Florida Bay. The home features an enclosed interior staircase connecting both levels, supporting its legal 3-bedroom configuration and providing a cohesive single-family layout.The lower level is dedicated to the primary suite with ensuite bath and access to an enclosed, air-conditioned patio with large windows and a separate exterior entry—that can be used for a home office, studio, or flex space (non-bedroom). Upstairs, the open-concept living area is bright and functional, with terracotta tile throughout the main living spaces and a natural flow between living, dining, and kitchen areas. Two additional bedrooms with wood laminate flooring and a full bath complete the upper level.Additional features include accordion hurricane shutters, ceiling fans, recessed lighting, two separate A/C systems, and two water heaters (2022 A/C and 2023 water heater upstairs). The property also has a one-car garage/workshop, exterior-access storage, and ample parking for multiple vehicles, a boat, or RV. Surrounded by established tropical landscaping, this property presents a unique combination of setting, layout, and proximity to water access.

323 Bay View Avenue, Key Largo

$390,000
2 Beds 1 Baths A11980651 MLS
Boater's paradise in the heart of Marathon ! Beautifully furnished 2 bed 1 bath waterfront condo featuring stunning canal views and the perfect Florida Keys lifestyle with a private screened terrace ideal for enjoying breezes and unforgettable sunset views.The community offers deep-water dockage accommodating vessels up to 28 ft.Residents also enjoy the heated pool,BBQ area and relaxing outdoor spaces.Located just minutes from beaches, restaurants ,shops and local attractions , this property offers excellent appeal as a vacation gataway or income producing investment as a vacation rental in one of the key's most sought after boating destinations. Seller financing may be available for qualified buyers creating an opportunity for investors or second home buyer.

5301 Ocean Terrace Unit 7, Marathon

$14,990,000
6 Beds 9 Baths A11974804 MLS
Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590 square feet of interior living space & 1,736 square feet of exterior living, with an expansive 230-foot dock. Designed for seamless indoor-outdoor living, the home features a dramatic great room with 23-foot ceilings, panoramic Atlantic exposure, and expansive covered terraces with summer kitchen and outdoor dining areas. A 65-foot heated lagoon-style pool with swim-up bar and fire-pit lounge creates a resort-caliber setting. The chef’s kitchen is appointed with Sub-Zero, Wolf, and Thermador appliances. Additional highlights include dual primary suites, private orchid garden, lounge & recreation room, elevator, Sonos surround sound, impact windows and doors, metal roof, double-height garage, water-sports storage room and a full home generator. The essence of beachfront living in Islamorada, combining impressive scale and ultimate privacy. ***A contiguous 0.7-acre lot with development rights for an ancillary building with upstairs storage is available separately.

88351 Old Highway, Islamorada

$2,090,000
2 Beds 3 Baths A12009477 MLS
Waterfront Gem in the Florida Keys – Fully Remodeled & Income-Producing! Beautifully furnished and move-in ready, this waterfront property offers the perfect combination of Florida Keys living and investment potential. Currently operating as a successful short-term rental, the home features 2 bedrooms plus a versatile room, 2.5 bathrooms, abundant natural light, and beautiful canal views. Enjoy direct ocean access from your backyard, plus a pool and jacuzzi perfect for relaxing or entertaining. A voluntary HOA of only $200/year provides access to a private boat ramp. Whether you're looking for a primary residence, vacation home, or income-producing investment, this property offers incredible flexibility. Seller is willing to contribute toward buyer’s closing costs with an acceptable offer!

200 Plantation Shores Drive, Tavernier